ncs介导非活化烯烃和噻吩直接合成β-氯亚砜的研究。

IF 3.6 2区 化学 Q1 CHEMISTRY, ORGANIC
Jin Zhang, Minlong Deng, Zihan Cheng, Siqiao Li, Kai Yang, Gehua Bi, Xin Huang* and Weimin Zhang*, 
{"title":"ncs介导非活化烯烃和噻吩直接合成β-氯亚砜的研究。","authors":"Jin Zhang,&nbsp;Minlong Deng,&nbsp;Zihan Cheng,&nbsp;Siqiao Li,&nbsp;Kai Yang,&nbsp;Gehua Bi,&nbsp;Xin Huang* and Weimin Zhang*,&nbsp;","doi":"10.1021/acs.joc.5c00884","DOIUrl":null,"url":null,"abstract":"<p >We report a streamlined one-pot methodology for the efficient synthesis of β-chlorosulfoxides from unactivated alkenes and aryl thiophenols using environmentally benign ethyl acetate as the reaction medium. The protocol utilizes N-chlorosuccinimide (NCS) in a dual capacity as both chlorine donor and intrinsic oxidant, thereby eliminating hazardous hydrochloric acid and external oxidizing agents. The scalability and reduced environmental impact position this strategy as a practical alternative to traditional multistep approaches.</p>","PeriodicalId":57,"journal":{"name":"Journal of Organic Chemistry","volume":"90 27","pages":"9502–9512"},"PeriodicalIF":3.6000,"publicationDate":"2025-06-30","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"NCS-Mediated Direct Synthesis of β-Chlorosulfoxides from Unactivated Alkenes and Thiophenols\",\"authors\":\"Jin Zhang,&nbsp;Minlong Deng,&nbsp;Zihan Cheng,&nbsp;Siqiao Li,&nbsp;Kai Yang,&nbsp;Gehua Bi,&nbsp;Xin Huang* and Weimin Zhang*,&nbsp;\",\"doi\":\"10.1021/acs.joc.5c00884\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >We report a streamlined one-pot methodology for the efficient synthesis of β-chlorosulfoxides from unactivated alkenes and aryl thiophenols using environmentally benign ethyl acetate as the reaction medium. The protocol utilizes N-chlorosuccinimide (NCS) in a dual capacity as both chlorine donor and intrinsic oxidant, thereby eliminating hazardous hydrochloric acid and external oxidizing agents. The scalability and reduced environmental impact position this strategy as a practical alternative to traditional multistep approaches.</p>\",\"PeriodicalId\":57,\"journal\":{\"name\":\"Journal of Organic Chemistry\",\"volume\":\"90 27\",\"pages\":\"9502–9512\"},\"PeriodicalIF\":3.6000,\"publicationDate\":\"2025-06-30\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Organic Chemistry\",\"FirstCategoryId\":\"1\",\"ListUrlMain\":\"https://pubs.acs.org/doi/10.1021/acs.joc.5c00884\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q1\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Organic Chemistry","FirstCategoryId":"1","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acs.joc.5c00884","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0

摘要

我们报告了一种简化的一锅法,以环境友好的乙酸乙酯为反应介质,从未活化的烯烃和芳基硫酚中高效合成β-氯亚砜。该方案利用n -氯琥珀酰亚胺(NCS)作为氯供体和内在氧化剂的双重能力,从而消除了有害的盐酸和外部氧化剂。可扩展性和对环境影响的减少使该策略成为传统多步骤方法的实用替代方案。
本文章由计算机程序翻译,如有差异,请以英文原文为准。

NCS-Mediated Direct Synthesis of β-Chlorosulfoxides from Unactivated Alkenes and Thiophenols

NCS-Mediated Direct Synthesis of β-Chlorosulfoxides from Unactivated Alkenes and Thiophenols

We report a streamlined one-pot methodology for the efficient synthesis of β-chlorosulfoxides from unactivated alkenes and aryl thiophenols using environmentally benign ethyl acetate as the reaction medium. The protocol utilizes N-chlorosuccinimide (NCS) in a dual capacity as both chlorine donor and intrinsic oxidant, thereby eliminating hazardous hydrochloric acid and external oxidizing agents. The scalability and reduced environmental impact position this strategy as a practical alternative to traditional multistep approaches.

求助全文
通过发布文献求助,成功后即可免费获取论文全文。 去求助
来源期刊
Journal of Organic Chemistry
Journal of Organic Chemistry 化学-有机化学
CiteScore
6.20
自引率
11.10%
发文量
1467
审稿时长
2 months
期刊介绍: Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:604180095
Book学术官方微信